Family-friendly holiday rentals in Somerset County

Apres Ski Haus - A Private Oasis

This cabin is anything but ordinary! Nestled on an open bluff in the woods of Kingfield, Maine this architectural wonder is a perfect getaway for a couple or group. It's a warm and cozy space to come back and unwind after a long day of hitting the slopes or any four season activity. The open concept living room and newly remodeled kitchen have modern amenities like an espresso machine, Smart TV, and comfortable furnishings that will make you feel at home. Only 20 minutes to Sugarloaf Mountain!

Family · Kitchen · Solo travel

Pristine, Peaceful Kingfield Chalet

Just a short 15-20 minute drive from Sugarloaf and 3 minutes from historic downtown Kingfield, this chalet provides a peaceful, private respite after a busy day on the mountain. Our 2BR, 1BA eco-friendly chalet is tucked back from the road, with distant neighbors and fast WiFi. You can be surrounded by nature but only minutes from lovely restaurants, local shops, grocery store, gas station and tons of trails, rivers & lakes for snowshoeing, XC, snowmobiling, hiking, huts, MTB, kayaking & more.

Indoor spaces · Family · Walkability

Lucky Duck Lodge

Privacy and comfort are yours when you stay in this spacious four season cabin which offers 3 bedrooms, 2 bathrooms with its own private ponds. The cabin is supplied with linens, towels, well equipped kitchen, A/C, WiFi, screened in porch, cozy rock fireplace, picnic table, fire pit, grill and beautiful scenery. The rate includes up to 2 guests, each additional guest is $35.00/night. Pets are welcomed for a fee of $20 per pet per day(maximum of 2) and campfire wood is available $5 a bundle.

Family · Kitchen · River

Carriage House

Renovated circa 1920 carriage house in a quaint New England college town. Eight-minute walk to busy downtown with restaurants, bars, shops, and grocery store. Elegant contemporary style. Open concept downstairs with sofa, daybed (napping in the sun!), and chef-designed kitchen. Second level with two queen beds and small balcony. Adjoins miles of walking trails and forest, full of wildlife. Less than 5-minute drive to a 1.5 mile running trail along the Sandy River, with refreshing swimming.

Kitchen · Indoor spaces · Location

A Very 'Pleasant' Oasis Steps to Lake Hebron+Town

'Pleasant House' is a second level apartment that is centrally located to all that Monson, Maine has to offer-- you are just steps to Lake Hebron & our adorable town! Whether you’re a hiker along the Appalachian Trail, ATVer, leaf peeper, snowmobiler, lake goer, or here to just get-away... you’ve come to the right spot! This modern apartment includes 2 bedrooms, a full bathroom, a fully equipped kitchen & dining area, living room, a BBQ grill, firepit, and two off-street parking spots!

Indoor spaces · Family · Nearby

Trailside Cabin In Perfect Location!

Trailside cabin with lots of opportunity! Hiking, Hunting, Fishing, Swimming, and ATV/Snowmobile trail runs right through property. Moosehead Lake, Greenville, The Forks, Bingham, The Windmills all close by. The Appalachian Trail borders the property. Hike Borestone Mtn, Barren Mtn, Big Squaw, or the AT. Town beach is also close by for swimming in Lake Hebron. Park your truck and ride your ATV/Snowmobile to several restaurants, gas stations, grocery stores, lakes, and mountains.

Indoor spaces · Kitchen · Accuracy

Cozy Cabin with Modern Amenities. Pet Friendly!

Kick back and relax in this beautifully renovated home with amenities you didn't know you were missing. Despite its small stature, every square inch is utilized, boasting 4 beds and 1.5 bathrooms, including a huge shower with multiple shower heads and hurricane force water pressure. Located on a quiet street just minutes from the Kingfield village, steps from the snowmobile trail system, and 20 minutes from Sugarloaf. Designed with dogs in mind, complete with a fenced in backyard.

Family · Indoor spaces · River

Serenity Now Cabin on Lake Moxie!

Would you like to escape the distractions, stress and noise of your daily life? Do you love the idea of "roughing it" but want a cozy bed to sleep in at night? Do you long to go "off the grid," but still want to have light when it gets dark, heat for those chilly Maine nights, and hot coffee in the morning? If so, you are ready for Serenity Now, our comfy cabin -an extreme "glamping" experience- No cellphone service, no WiFi, and no landline means no one will disturb your peace.

Indoor spaces · Kitchen · TV

Caratunk Waterfront Studio

Beautiful Riverside Studio/above garage apartment, private, remote, semi-secluded. Located on the Kennebec river. A roomy studio feet from the river's edge. We have snowmobile trail access, and we're located next to the Appalachian Trail. We are surrounded by woods and bordered by a crystal clear stream. If you're into the outdoors this is the place for you. Hiking, biking, fishing, snowmobiling, cross country skiing, snowshoeing, whitewater rafting right outside your door.

Kitchen · Family · Backyard

Moose River Rustic Camp

The cabin has one bedroom with a king size bed, large living area with the most lovely fireplace, small well equipped kitchen and bathroom. It sleeps 3-4 comfortably. There is a queen sized pull out sofa. The cabin is in Moose River, next to Jackman, the area one of the best places to snowmobile in the country. Trails are accessible right from the cabin. The perfect place for snowmobiling, ATV, fishing, hunting, relaxing and hibernating. Perfect sportsman cabin.

Indoor spaces · Family · Bathroom

River House in West Forks trail access ITS 86 & 87

The River House is located in downtown West Forks near Berry's Store. Close to whitewater rafting, hiking trails, & fishing. Big backyard great for lawn games, fire pit for nightly campfires. Plenty of room for ATV trailer parking and a huge backyard right on the Dead River. Intersection of ITS 86 and 87 across the street, easy trail access. Six restaurants within five miles, also accessible by trails. All new bedding, mattresses, appliances, and furniture.

Family · Indoor spaces · Accuracy

Private Cabin next to Narrow Gauge Trails & River

Historic Ski camp built in 1957! Located a mile from Sugarloaf access road. View of Sugarloaf! Private trail to the Narrow Gauge Parking lot & Trail system. Biking and Hiking right out the door! Only a 4 minute drive to Super Quad and on the Shuttle route. Located within a mile from Anti~Gravity Center, Outdoor Center, Hugs restaurant, Carrabassett Public Library, Mountain Side Grocery Store & Gas station.

Kitchen · Family · Access